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Cheap flights from Redmond to Chicago from $185

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Redmond to Chicago departing on 9/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Redmond to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
1:05 pm - 11:36 pm
RDM
-
ORD
8h 31m
1 stop
Alaska Airlines Logo
8:20 pm - 9:04 am
ORD
-
RDM
14h 44m
1 stop
$369Alaska Airlines
Wed, Jul 15 - Tue, Jul 21
Delta Logo
1:27 pm - 11:38 pm
RDM
-
ORD
8h 11m
1 stop
Delta Logo
7:45 am - 6:43 pm
ORD
-
RDM
12h 58m
2 stops
$374Delta
Wed, Jul 15 - Tue, Jul 21
Alaska Airlines Logo
5:38 pm - 6:20 am
RDM
-
ORD
10h 42m
1 stop
Alaska Airlines Logo
6:00 am - 12:38 pm
ORD
-
RDM
8h 38m
1 stop
$379Alaska Airlines
Tue, Oct 6 - Sun, Oct 11
Delta Logo
6:20 am - 9:53 pm
RDM
-
ORD
13h 33m
2 stops
Delta Logo
6:59 pm - 11:40 pm
ORD
-
RDM
6h 41m
1 stop
$384Delta
Tue, Oct 6 - Sun, Oct 11
Alaska Airlines Logo
1:32 pm - 11:59 pm
RDM
-
ORD
8h 27m
1 stop
Alaska Airlines Logo
7:20 am - 5:42 pm
ORD
-
RDM
12h 22m
2 stops
$387Alaska Airlines
Sat, Oct 24 - Tue, Oct 27
Alaska Airlines Logo
10:16 am - 11:59 pm
RDM
-
ORD
11h 43m
1 stop
Alaska Airlines Logo
8:17 pm - 12:53 pm
ORD
-
RDM
18h 36m
1 stop
$389Alaska Airlines
Thu, Sep 10 - Mon, Sep 14
Delta Logo
7:36 pm - 7:56 am
RDM
-
ORD
10h 20m
2 stops
Delta Logo
12:54 pm - 6:45 pm
ORD
-
RDM
7h 51m
1 stop
$394Delta
Thu, Aug 13 - Sun, Aug 16
Delta Logo
6:26 am - 4:45 pm
RDM
-
ORD
8h 19m
1 stop
Delta Logo
6:55 am - 12:45 pm
ORD
-
RDM
7h 50m
1 stop
$397Delta
Tue, Jun 30 - Sun, Jul 5
Delta Logo
1:52 pm - 11:28 pm
RDM
-
ORD
7h 36m
1 stop
Delta Logo
7:00 am - 1:12 pm
ORD
-
RDM
8h 12m
1 stop
$399Delta
Thu, Aug 20 - Sun, Aug 23
Delta Logo
6:26 am - 4:45 pm
RDM
-
ORD
8h 19m
1 stop
Delta Logo
12:46 pm - 10:36 pm
ORD
-
RDM
11h 50m
2 stops
$402Delta
Tue, Jun 30 - Sat, Jul 4

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Alaska Airlines flights from Redmond to Chicago O'Hare Intl Airport

Our best Alaska Airlines deals on Redmond to Chicago O'Hare Intl Airport flight tickets
Alaska Airlines
Jul 15
RDM1:05 pmBend/Redmond
8h 31m
1 stop
ORD11:36 pmChicago O'Hare Intl
Jul 21
ORD8:20 pmChicago O'Hare Intl
14h 44m
1 stop
RDM9:04 amBend/Redmond
$369
Alaska Airlines
Oct 24
RDM1:32 pmBend/Redmond
8h 27m
1 stop
ORD11:59 pmChicago O'Hare Intl
Oct 27
ORD7:20 amChicago O'Hare Intl
12h 22m
2 stops
RDM5:42 pmBend/Redmond
$387
Alaska Airlines
Sep 10
RDM10:16 amBend/Redmond
11h 43m
1 stop
ORD11:59 pmChicago O'Hare Intl
Sep 14
ORD8:17 pmChicago O'Hare Intl
18h 36m
1 stop
RDM12:53 pmBend/Redmond
$389

Delta flights from Redmond to Chicago O'Hare Intl Airport

Our best Delta deals on Redmond to Chicago O'Hare Intl Airport flight tickets
Delta
Jul 15
RDM1:27 pmBend/Redmond
8h 11m
1 stop
ORD11:38 pmChicago O'Hare Intl
Jul 21
ORD7:45 amChicago O'Hare Intl
12h 58m
2 stops
RDM6:43 pmBend/Redmond
$374
Delta
Oct 6
RDM12:30 pmBend/Redmond
9h 16m
1 stop
ORD11:46 pmChicago O'Hare Intl
Oct 11
ORD7:00 amChicago O'Hare Intl
6h 58m
1 stop
RDM11:58 amBend/Redmond
$379
Delta
Oct 6
RDM6:20 amBend/Redmond
13h 33m
2 stops
ORD9:53 pmChicago O'Hare Intl
Oct 11
ORD6:59 pmChicago O'Hare Intl
6h 41m
1 stop
RDM11:40 pmBend/Redmond
$384

momondo Fare Finder

 
Customize your flight search to find flights from Redmond to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 9, 2026.
Use the filters below to find and compare flights from Redmond to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Wed 7/15

1:05 pm-11:36 pm

1 stop8h 31m

Chicago O'Hare Intl

Tue 7/21

8:20 pm-9:04 am

1 stop14h 44m

$369

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Wed 7/15

1:27 pm-11:38 pm

1 stop8h 11m

Chicago O'Hare Intl

Tue 7/21

7:45 am-6:43 pm

2 stops12h 58m

$374

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Tue 10/6

5:38 pm-6:20 am

1 stop10h 42m

Chicago O'Hare Intl

Sun 10/11

6:00 am-12:38 pm

1 stop8h 38m

$379

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Tue 10/6

6:20 am-9:53 pm

2 stops13h 33m

Chicago O'Hare Intl

Sun 10/11

6:59 pm-11:40 pm

1 stop6h 41m

$384

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Sat 10/24

1:32 pm-11:59 pm

1 stop8h 27m

Chicago O'Hare Intl

Tue 10/27

7:20 am-5:42 pm

2 stops12h 22m

$387

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Thu 9/10

10:16 am-11:59 pm

1 stop11h 43m

Chicago O'Hare Intl

Mon 9/14

8:17 pm-12:53 pm

1 stop18h 36m

$389

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Thu 8/13

7:36 pm-7:56 am

2 stops10h 20m

Chicago O'Hare Intl

Sun 8/16

12:54 pm-6:45 pm

1 stop7h 51m

$394

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Tue 6/30

6:26 am-4:45 pm

1 stop8h 19m

Chicago O'Hare Intl

Sun 7/5

6:55 am-12:45 pm

1 stop7h 50m

$397
Quickest round-trip

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Thu 8/20

1:52 pm-11:28 pm

1 stop7h 36m

Chicago O'Hare Intl

Sun 8/23

7:00 am-1:12 pm

1 stop8h 12m

$399

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Tue 6/30

6:26 am-4:45 pm

1 stop8h 19m

Chicago O'Hare Intl

Sat 7/4

12:46 pm-10:36 pm

2 stops11h 50m

$402

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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2

See travel insights to Chicago from

How to get the cheapest flight ticket from Redmond to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Redmond and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of November is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Redmond averaging around $320.

How have Redmond to Chicago O'Hare Intl Airport flight prices changed over time?

When to book flights from Redmond to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Redmond to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Redmond to Chicago O'Hare Intl Airport (RDM to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Redmond to Chicago O'Hare Intl Airport

Fastest flight time

6h 57m

Direct flights

None
The fastest flight from Redmond to Chicago O'Hare Intl Airport takes 6h 57m
There are no direct flights from Redmond to Chicago O'Hare Intl Airport. There are no popular flight routes from Redmond to Chicago O'Hare Intl Airport.
Search flight deals

Frequently asked questions about flying from Redmond to Chicago O'Hare Intl Airport

  • How far is Bend/Redmond to Chicago O'Hare Intl by plane?

    Chicago O'Hare Intl is 1672.5 mi away from Bend/Redmond. Typically, this will take 6h 57m by plane in normal conditions.

  • When did momondo last update prices for flights from Bend/Redmond Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Bend/Redmond Airport to Chicago O'Hare Intl Airport are updated daily.

  • How many operators does momondo search for flights from Bend/Redmond Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Bend/Redmond Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Bend/Redmond Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Redmond to Chicago O'Hare Intl Airport?

Best airlines flying from Redmond to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Redmond to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Alaska AirlinesPriceFrom $288Free CancellationRating
7.9
12,481 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $311Free CancellationRating
7.4
9,785 reviews
Search United Airlines flights
DeltaPriceFrom $318Free CancellationRating
7.9
8,395 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Orland Park
New Buffalo
Oak Brook
Kenosha
Joliet
Aurora
Racine
Janesville
Hammond
Evanston
Elgin
Tinley Park

Why use momondo?

Why should I use momondo to find a flight deal from Redmond to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Redmond to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Redmond to Chicago with flexible booking policies on momondo?

All flight searches from Redmond to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Redmond to Chicago?

Once you have performed a search for Redmond to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Redmond to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Redmond. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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